diff --git a/docker/Dockerfile b/docker/Dockerfile
index 4cfc3c726..3e0d2f7f2 100644
--- a/docker/Dockerfile
+++ b/docker/Dockerfile
@@ -1,6 +1,29 @@
-FROM crystallang/crystal:1.16.3-alpine AS builder
+# https://github.com/openssl/openssl/releases/tag/openssl-3.5.2
+ARG OPENSSL_VERSION='3.5.2'
+ARG OPENSSL_SHA256='c53a47e5e441c930c3928cf7bf6fb00e5d129b630e0aa873b08258656e7345ec'
+
+FROM crystallang/crystal:1.16.3-alpine AS dependabot-crystal
+
+# We compile openssl ourselves due to a memory leak in how crystal interacts
+# with openssl
+# Reference: https://github.com/iv-org/invidious/issues/1438#issuecomment-3087636228
+FROM dependabot-crystal AS openssl-builder
+RUN apk add --no-cache curl perl linux-headers
+
+WORKDIR /
+
+ARG OPENSSL_VERSION
+ARG OPENSSL_SHA256
+RUN curl -Ls "https://github.com/openssl/openssl/releases/download/openssl-${OPENSSL_VERSION}/openssl-${OPENSSL_VERSION}.tar.gz" --output openssl-${OPENSSL_VERSION}.tar.gz
+RUN echo "${OPENSSL_SHA256}  openssl-${OPENSSL_VERSION}.tar.gz" | sha256sum -c
+RUN tar -xzvf openssl-${OPENSSL_VERSION}.tar.gz
+
+RUN cd openssl-${OPENSSL_VERSION} && ./Configure --openssldir=/etc/ssl && make -j$(nproc)
+
+FROM dependabot-crystal AS builder
 
 RUN apk add --no-cache sqlite-static yaml-static
+RUN apk del openssl-dev openssl-libs-static
 
 ARG release
 
@@ -21,12 +44,18 @@ COPY ./videojs-dependencies.yml ./videojs-dependencies.yml
 
 RUN crystal spec --warnings all \
     --link-flags "-lxml2 -llzma"    
+
+ARG OPENSSL_VERSION
+COPY --from=openssl-builder /openssl-${OPENSSL_VERSION} /openssl-${OPENSSL_VERSION}
+
 RUN --mount=type=cache,target=/root/.cache/crystal if [[ "${release}" == 1 ]] ; then \
+        PKG_CONFIG_PATH=/openssl-${OPENSSL_VERSION} \
         crystal build ./src/invidious.cr \
         --release \
         --static --warnings all \
         --link-flags "-lxml2 -llzma"; \
     else \
+        PKG_CONFIG_PATH=/openssl-${OPENSSL_VERSION} \
         crystal build ./src/invidious.cr \
         --static --warnings all \
         --link-flags "-lxml2 -llzma"; \
diff --git a/docker/Dockerfile.arm64 b/docker/Dockerfile.arm64
index 758e79506..b02cc8cef 100644
--- a/docker/Dockerfile.arm64
+++ b/docker/Dockerfile.arm64
@@ -1,6 +1,28 @@
-FROM alpine:3.21 AS builder
+# https://github.com/openssl/openssl/releases/tag/openssl-3.5.2
+ARG OPENSSL_VERSION='3.5.2'
+ARG OPENSSL_SHA256='c53a47e5e441c930c3928cf7bf6fb00e5d129b630e0aa873b08258656e7345ec'
+
+FROM alpine:3.21 AS dependabot-alpine
+
+# We compile openssl ourselves due to a memory leak in how crystal interacts
+# with openssl
+# Reference: https://github.com/iv-org/invidious/issues/1438#issuecomment-3087636228
+FROM dependabot-alpine AS openssl-builder
+RUN apk add --no-cache curl perl linux-headers build-base
+
+WORKDIR /
+
+ARG OPENSSL_VERSION
+ARG OPENSSL_SHA256
+RUN curl -Ls "https://github.com/openssl/openssl/releases/download/openssl-${OPENSSL_VERSION}/openssl-${OPENSSL_VERSION}.tar.gz" --output openssl-${OPENSSL_VERSION}.tar.gz
+RUN echo "${OPENSSL_SHA256}  openssl-${OPENSSL_VERSION}.tar.gz" | sha256sum -c
+RUN tar -xzvf openssl-${OPENSSL_VERSION}.tar.gz
+
+RUN cd openssl-${OPENSSL_VERSION} && ./Configure --openssldir=/etc/ssl && make -j$(nproc)
+
+FROM dependabot-alpine AS builder
 RUN apk add --no-cache 'crystal=1.14.0-r0' shards sqlite-static yaml-static yaml-dev libxml2-static \
-       zlib-static openssl-libs-static openssl-dev musl-dev xz-static
+       zlib-static musl-dev xz-static
 
 ARG release
 
@@ -22,12 +44,17 @@ COPY ./videojs-dependencies.yml ./videojs-dependencies.yml
 RUN crystal spec --warnings all \
     --link-flags "-lxml2 -llzma"
 
+ARG OPENSSL_VERSION
+COPY --from=openssl-builder /openssl-${OPENSSL_VERSION} /openssl-${OPENSSL_VERSION}
+
 RUN --mount=type=cache,target=/root/.cache/crystal if [[ "${release}" == 1 ]] ; then \
+        PKG_CONFIG_PATH=/openssl-${OPENSSL_VERSION} \
         crystal build ./src/invidious.cr \
         --release \
         --static --warnings all \
         --link-flags "-lxml2 -llzma"; \
     else \
+        PKG_CONFIG_PATH=/openssl-${OPENSSL_VERSION} \
         crystal build ./src/invidious.cr \
         --static --warnings all \
         --link-flags "-lxml2 -llzma"; \